Jamestown, KY Cottage Rentals from $274

Q: Why book your cottage in Jamestown with Expedia?

We think that a vacay should be a piece of cake, so if you're chasing cottages in Jamestown at an affordable price, Expedia has got your back. Stick to the budget and opt for a wallet-friendly option far from the rush of the city, or splurge on a 5-star cottage to spoil your loved ones.

Q: How can I find cheap cottages in Jamestown?

Expedia is here to help you locate cheap cottages in Jamestown. To book a superb stay in a matter of clicks, simply use our convenient filter tool to refine your search by star rating, amenities and budget.

Q: What is there to do in Jamestown near my cottage?

The ultimate travel accessory is a well-thought-out travel plan. Lake Cumberland State Resort Park is a great place to start your sightseeing in Jamestown.

An aerial view of a coastal area with a lighthouse, a parking lot, and a rocky shoreline.

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We are not like the others - we include taxes and fees

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In two weeks

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Our top choices for Jamestown cottages

A two-story building with a balcony, a covered outdoor seating area, and a small dock.

1. Unique Hexagon Cottage Atop Marina · Boat Parking · 3 En Suite Baths · Pets okay

Jamestown

Jennifer S.

$377 nightly

Dec 1 - Dec 2

Total with taxes and fees

A wooden deck with a table and chairs, surrounded by a wooden railing and a view of a forested area.

2. 4BR Charming Cabin Retreat | Hot Tub, Fire Pit

Jamestown

Shavona M.

$400 nightly

Nov 17 - Nov 18

Total with taxes and fees

A covered porch with a blue exterior, a bright green door, and a seating area with a sofa and two side tables.

3. Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.

Jamestown

Emily W.

$337 nightly

Nov 14 - Nov 15

Total with taxes and fees

A single-story house with a covered porch, a small deck, and a front yard.

4. Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!

Jamestown

ashley k.

$433 nightly

Nov 15 - Nov 16

Total with taxes and fees

A cabin surrounded by dense forest, with a gravel path leading to it.

5. Harbor Hideway is a cozy, romantic gem minutes away from Jamestown Marina!

Jamestown

Lena R.

$433 nightly

Nov 15 - Nov 16

Total with taxes and fees

A large, two-story house with a wrap-around porch, surrounded by lush green trees.

6. Restful Rustic Farmhouse on Lake Cumberland

Jamestown

Grant A.

$684 nightly

Dec 9 - Dec 10

Total with taxes and fees

A stainless steel Cuisinart grill with four burners, a side burner, and a built-in oven, set against a wooden deck with a view of a leaf-covered park.

7. Peaceful Russell Springs Home w/ Fire Pit & Pond!

Russell Springs

$249 nightly

Nov 14 - Nov 15

Total with taxes and fees

A red rocking chair on a porch with a view of a green landscape.

8. Grandma's Cottage at Garrison Farmstead near Columbia and Greensburg KY

Greensburg

Darin B.

$463 nightly

Nov 19 - Nov 20

Total with taxes and fees

9. Upscale Cottage Rental for Families near Russell Creek in Greensburg, Kentucky

Greensburg

$378 nightly

Nov 15 - Nov 16

Total with taxes and fees

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Top Jamestown Hotel Reviews

Gorgeous 1-Bedroom Tiny Home 1/2 Mile from Marina and Boat Ramp #409!

8/10 Good

"Clean. Quiet. Private. Cute"

Sunset Ridge·Sleeps 16·Panoramic Lake Cumberland Views·3 Decks·Jamestown Marina

10/10 Excellent

"We all absolutely LOVED this home! The views are spectacular, beds are super comfy, all the comforts of home. The host has pictures for where all the dishes go so there was no confusion as to what went where after cooking all day. Absolutely perfect! Our host gave us recommendations for everything. We will DEFINITELY be back for our annual cousin trip. Thank you for being so amazing!"

Unique Hexagon Cottage Atop Marina · Boat Parking · 3 En Suite Baths · Pets okay

10/10 Excellent

"My family absolutely loved the place.It was everything it says and more. Boardgames,pool table,outdoors and snuggled in a place of privacy.Suzanne and family were very welcoming and kept in contact… classy place to live country style in a beautiful setting..we will be back for more"

NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking

10/10 Excellent

"We spent the weekend here for fall break and loved it. The house is very nice and in a great location, just minutes from Jamestown and Russell Springs or Lake Cumberland state park. There’s plenty to do if you plan to be out and about but the house is a great place to unplug and unwind and be away from it all. Kitchen is nicely equipped, two decks are great for relaxing in a quiet location, but also tv’s and games available. The whole house is incredibly nice and clean and all the beds are comfortable. The check-in and checkout were super easy and the owner was very helpful and responded to messages. The only downside is we had to leave! We will certainly be back!"

NEW HOT TUB Cozy Cabin Cumberland River near Lake Cumberland~Firepit~New build

10/10 Excellent

"This cabin IS NOT in Jamestown, unlike the pinned location shows in VRBO. It is about a 25 minute drive from the center of Jamestown. Apparently it’s a VRBO issue, no fault to the host. The host was very communicative; gave clear check-in & checkout instructions. The hot tub was a great relaxing piece, the game room had a lot of options for everyone. Plenty of space in the cabin for 6 adults, the beds were comfortable, although the pull out couch kept tipping back when those guests laid their heads down. Overall great stay"

Find out more about Jamestown

Jamestown Cottages information

Number of reviews	314
Accommodation	92 Cottages
Lowest Price	$274
Highest Price	$754

Frequently asked questions

Why book your cottage in Jamestown with Expedia?

We think that a vacay should be a piece of cake, so if you're chasing cottages in Jamestown at an affordable price, Expedia has got your back. Stick to the budget and opt for a wallet-friendly option far from the rush of the city, or splurge on a 5-star cottage to spoil your loved ones.

How can I find cheap cottages in Jamestown?

Expedia is here to help you locate cheap cottages in Jamestown. To book a superb stay in a matter of clicks, simply use our convenient filter tool to refine your search by star rating, amenities and budget.

What is there to do in Jamestown near my cottage?

The ultimate travel accessory is a well-thought-out travel plan. Lake Cumberland State Resort Park is a great place to start your sightseeing in Jamestown.

Explore a world of travel with Expedia

Things to do in Lebanon

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Upfront pricing

Check prices for these dates

Our top choices for Jamestown cottages

1. Unique Hexagon Cottage Atop Marina · Boat Parking · 3 En Suite Baths · Pets okay

2. 4BR Charming Cabin Retreat | Hot Tub, Fire Pit

3. Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.

4. Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!

5. Harbor Hideway is a cozy, romantic gem minutes away from Jamestown Marina!

6. Restful Rustic Farmhouse on Lake Cumberland

7. Peaceful Russell Springs Home w/ Fire Pit & Pond!

8. Grandma's Cottage at Garrison Farmstead near Columbia and Greensburg KY

9. Upscale Cottage Rental for Families near Russell Creek in Greensburg, Kentucky

Find vacation rentals that suit your style

Top Jamestown Hotel Reviews

Gorgeous 1-Bedroom Tiny Home 1/2 Mile from Marina and Boat Ramp #409!

The Lodge @ Lake Cumberland Fall/Winter Cabin

Sunset Ridge·Sleeps 16·Panoramic Lake Cumberland Views·3 Decks·Jamestown Marina

4BR Charming Cabin Retreat | Hot Tub, Fire Pit

Unique Hexagon Cottage Atop Marina · Boat Parking · 3 En Suite Baths · Pets okay

Cozy Lake Time Retreat

NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking

NEW HOT TUB Cozy Cabin Cumberland River near Lake Cumberland~Firepit~New build

Harbor Hideway is a cozy, romantic gem minutes away from Jamestown Marina!

Find out more about Jamestown

Jamestown Cottages information

Frequently asked questions

Explore a world of travel with Expedia

Search Jamestown Cottages

Bundle & Save

OneKeyCash

Upfront pricing

Check prices for these dates

Our top choices for Jamestown cottages

1. Unique Hexagon Cottage Atop Marina · Boat Parking · 3 En Suite Baths · Pets okay

2. 4BR Charming Cabin Retreat | Hot Tub, Fire Pit

3. Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.

4. Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!

5. Harbor Hideway is a cozy, romantic gem minutes away from Jamestown Marina!

6. Restful Rustic Farmhouse on Lake Cumberland

7. Peaceful Russell Springs Home w/ Fire Pit & Pond!

8. Grandma's Cottage at Garrison Farmstead near Columbia and Greensburg KY

9. Upscale Cottage Rental for Families near Russell Creek in Greensburg, Kentucky

Find vacation rentals that suit your style

Top Jamestown Hotel Reviews

Gorgeous 1-Bedroom Tiny Home 1/2 Mile from Marina and Boat Ramp #409!

Find out more about Jamestown

Jamestown Cottages information

Frequently asked questions

Explore a world of travel with Expedia